It’s Christmas break. Gorgeous Piper loves nerdy Jake’s passion for buying her clothes, but her intuition tells her he does it not only because he loves her so much but also because of his hidden desire to wear them himself. She buys her love everything needed for crossdressing and transforming Jake into Jackie, her girlfriend. That afternoon, she enlightens him in the nuances of presenting his feminine side and immerses him in the pleasures of catering to his feminine persona.

A geek named Joss, working on his PhD thesis on motivation, rents a house away from the noise and takes in a roommate named Marcy to help pay the bills. Little does he know how lucky he will be to have Marcy as his roommate. She is another PhD candidate, also working on a thesis about motivation. Gorgeous and intelligent, Marcy motivates Joss to discover things he never would have dreamed of, and they learn about motivation, love, sensuality, and femininity. She soon has Joss fully crossdressed and feminized to experience life as Jossie, a desirable girl rather than his geek self.

Some of you may be familiar with some of the material included in the course or may have already gone through some of the assignments in the past. However, never have these lessons been combined in a back-to-back format before, so that they comprise a rigorous program which culminates in your complete male-to-female transformation. This program will be your strongest training weapon and one you can go through and refer to over and over again when you feel you are losing your sissy touch or need to feel sexier, prettier, or more grounded in your "sissyhood".

A young married couple face the truth about their real selves when the gorgeous wife feminizes and cross-dresses her husband, trying to turn him into her girlfriend. She controls her newly feminized husband until the wife’s belligerent and demeaning boyfriend drives the feminized male to take control and fix everything. The feminized husband meets a supportive friend along the way who helps her in her quest for transformation - into a transgender male-to-female.

When Sam puts out an ad for a new roommate, he wasn't expecting a gorgeous woman like Jessa to answer! But her cash is good and she wants the room, so even though it's kind of weird, he agrees to take on a female housemate. The only problem is going to be keeping a lid on his tendency to wear women's clothing now and again...especially since Jessa asked him to handle the laundry! Sam can't resist a hot pair of panties, and soon, he finds himself falling back onto old habits. But when Jessa catches him dressed up in her lingerie, rather than being disgusted, she thinks it's hot.